7-[(3-Bromobenzyl)oxy]-2-oxo-2H-chromene-3-carbohydrazide

ID: ALA4781591

PubChem CID: 162664641

Max Phase: Preclinical

Molecular Formula: C17H13BrN2O4

Molecular Weight: 389.20

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NNC(=O)c1cc2ccc(OCc3cccc(Br)c3)cc2oc1=O

Standard InChI:  InChI=1S/C17H13BrN2O4/c18-12-3-1-2-10(6-12)9-23-13-5-4-11-7-14(16(21)20-19)17(22)24-15(11)8-13/h1-8H,9,19H2,(H,20,21)

Standard InChI Key:  OSCHRHYYZORLPP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    5.2938  -18.1020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2927  -18.9215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0007  -19.3305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7104  -18.9210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7075  -18.0984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9989  -17.6931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4137  -17.6871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1230  -18.0931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4187  -19.3285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1258  -18.9188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8345  -19.3257    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8292  -17.6819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8262  -16.8647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5384  -18.0880    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2446  -17.6768    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5846  -19.3296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8773  -18.9204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1692  -19.3284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4626  -18.9171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7550  -19.3245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7540  -20.1425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4663  -20.5515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1710  -20.1418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0479  -18.9150    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  2  0
  4  9  1  0
  8 10  1  0
  9 10  1  0
 10 11  2  0
  8 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
  2 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 20 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4781591

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 389.20

Molecular Weight (Monoisotopic): 388.0059

AlogP: 2.74

#Rotatable Bonds: 4

Polar Surface Area: 94.56

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.55

CX Basic pKa: 2.91

CX LogP: 2.60

CX LogD: 2.60

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.31

Np Likeness Score: -1.00

References

1. Ji H,Tan Y,Gan N,Zhang J,Li S,Zheng X,Wang Z,Yi W.  (2021)  Synthesis and anticancer activity of new coumarin-3-carboxylic acid derivatives as potential lactatetransportinhibitors.,  29  [PMID:33221062] [10.1016/j.bmc.2020.115870]

Source

Source(1):

• Scientific Literature